Zelenskyy bets on Trump's unpredictability to end Ukraine war

Ukrainian soldiers reported deserting from the 155th Mechanised Brigade; Russian strikes damage civilian apartment buildings in Kursk region.
He's unpredictable, and I want that unpredictability turned on Russia
Zelenskyy expressed hope that Trump's volatile nature could pressure Moscow rather than force Ukrainian concessions.
Mark

Why is Zelenskyy betting on Trump's unpredictability rather than, say, his stated commitment to ending the war?

Mimi

Because predictability in Trump's case might mean following through on his 24-hour promise—which almost certainly means forcing Ukraine to give up land. Unpredictability at least leaves room for surprise pressure on Russia instead.

Mark

But doesn't Ukraine risk being blindsided by Trump if they're counting on him to be erratic?

Mimi

Absolutely. That's the gamble. But the alternative is watching military aid dry up under a president who has been skeptical of the war effort. Zelenskyy is trying to make himself useful to Trump, to become someone Trump wants to help.

Mark

What does Ukraine actually need to call this a win?

Mimi

Security guarantees, EU membership, and NATO membership. Those are the three pillars. But Russia has already said NATO expansion is non-negotiable. So Ukraine is asking for things Moscow will never accept.

Mark

Then how does Trump's unpredictability solve that?

Mimi

It might not. But if Trump is willing to pressure Russia in unexpected ways—sanctions, military support, diplomatic threats—maybe he can shift the calculus. Or maybe Zelenskyy is simply hoping that chaos works in his favor.

Mark

What's happening on the ground right now?

Mimi

The war is grinding on. Ukraine is striking Russian command posts, Russia is claiming it's shooting down missiles, soldiers are deserting, and civilians are being killed. The military situation hasn't changed much, but Ukraine's internal cohesion is fraying.

Mark

And Europe?

Mimi

Europe is moving on. Russian gas stopped flowing through Ukraine this week. The continent is managing fine without it. That's a sign of how much has already broken.

  • Zelenskyy is openly betting that Trump's volatility, which unsettles allies, might equally unsettle Putin — a gamble born not of confidence but of diminishing options.
  • Ukrainian officials fear a Trump-brokered peace could arrive in 24 hours and cost them the territory their soldiers have bled to hold.
  • Ukraine's conditions for peace — NATO membership, EU accession, Western security guarantees — remain categorically unacceptable to Moscow, leaving a chasm that no amount of diplomatic charm can easily bridge.
  • Hundreds of soldiers deserted from the French-trained 155th Mechanised Brigade, exposing organizational failures that threaten Ukraine's capacity to sustain the fight while it negotiates.
  • Russian gas transit through Ukraine ended Wednesday as Kyiv refused to renew the supply agreement, marking another severing of the economic ties that once quietly bound Russia and Europe together.

As Donald Trump prepares to assume the American presidency, Volodymyr Zelenskyy has chosen to treat unpredictability — ordinarily a source of dread in statecraft — as a potential instrument of leverage against Moscow. The Ukrainian leader's careful courtship of Trump reflects the paradox of a nation that depends on American support while fearing the terms that American mediation might impose. In the shadow of battlefield attrition, internal military fractures, and the severing of the last Russian gas pipeline through Ukraine, Kyiv is navigating a moment where diplomacy and survival have become the same act.

Volodymyr Zelenskyy is wagering on a quality he would ordinarily distrust: unpredictability. With Donald Trump set to take office on January 20, the Ukrainian president has been carefully cultivating a relationship with the incoming American leader, hoping that Trump's erratic nature might be turned against Moscow rather than Kyiv. In a television interview, Zelenskyy expressed genuine belief that Trump's volatility could pressure Russia. "He is capable of stopping Putin," he said, "or, to put it more fairly, help us stop Putin."

The calculation is one of necessity. Trump has promised to end the war within 24 hours of taking power — a claim met with deep unease in Kyiv, where officials fear any rapid settlement will come at Ukraine's territorial expense. Zelenskyy has spent the weeks since November's election building bridges with Trump's team, knowing the Republican could cut the military aid that has sustained Ukraine's war effort. Ukraine's own vision of peace is expansive: security guarantees, EU membership, and a NATO invitation — conditions Russia has declared non-negotiable, viewing NATO expansion as an existential threat.

On the ground, the war shows no sign of pausing for diplomacy. Ukrainian forces struck a Russian command post in the Kursk region, where Kyiv has maintained a foothold for five months. Russia claimed to have intercepted Ukrainian missiles, while its regional governor reported damage to civilian apartment buildings — the ordinary arithmetic of a war that continues to consume lives and infrastructure.

Trouble is also surfacing within Ukraine's own ranks. A criminal investigation has been opened after hundreds of soldiers deserted from the 155th Mechanised Brigade, a unit partly trained by France and meant to field 4,500 troops. The desertion points to management failures and organizational chaos that complicate Ukraine's ability to negotiate from strength.

Meanwhile, Russian gas transit through Ukraine ended Wednesday after Kyiv declined to renew a decades-old supply agreement. Though Russian gas now accounts for less than ten percent of EU imports — down from over forty percent before the 2022 invasion — some eastern European nations remain exposed. The EU reported stable supplies overall, and Poland, newly holding the EU's rotating presidency, called the situation manageable. Yet the pipeline's closure marks one more rupture in the economic architecture that once quietly connected Russia and Europe, a reminder of how thoroughly this war has redrawn the continent.

Volodymyr Zelenskyy is gambling on a quality he would normally fear in a world leader: unpredictability. With Donald Trump set to take office on January 20, the Ukrainian president has begun a careful diplomatic courtship, hoping that the incoming American president's erratic nature might somehow work in Ukraine's favor against Russia. In a television interview aired Thursday, Zelenskyy expressed faith that Trump's volatility could be turned toward Moscow. "He's very strong and unpredictable, and I would really like to see President Trump's unpredictability apply to Russia," Zelenskyy said. "I believe he really wants to end the war."

This is a calculated bet born of necessity. Trump has promised to end the nearly three-year conflict within 24 hours of taking power—a boast that has been met with deep skepticism in Kyiv. Ukrainian officials fear that any rapid settlement brokered by Trump will come at their expense, forcing them to surrender territory they have fought to hold. Yet Zelenskyy has spent the weeks since November's election building bridges with Trump and his team, acutely aware that the Republican could dramatically reduce or eliminate the military aid that has kept Ukraine's war effort alive. The Ukrainian leader is trying to position himself as someone Trump might want to help, suggesting the American president has the power to be decisive in the conflict. "He is capable of stopping Putin or, to put it more fairly, help us stop Putin," Zelenskyy said. "He is able to do this."

Ukraine's vision of a just peace extends well beyond a ceasefire. Zelenskyy has stated that any settlement must include solid security guarantees from Western allies, membership in the European Union, and an invitation to join NATO—conditions that Moscow has made clear it will never accept. Russia views NATO expansion as an existential threat and has fought this war partly to prevent Ukraine from joining the alliance. This fundamental incompatibility between Ukrainian and Russian demands sits at the heart of the conflict, and it is unclear how Trump's unpredictability, however potent, could bridge such a gap.

On the ground, the war continues with no sign of slowing. Ukrainian forces carried out a high-precision strike Thursday on a Russian command post in Maryino, in the Kursk region, where Ukrainian troops have maintained a foothold for five months following a major cross-border incursion. The Ukrainian military said the strike disrupted Russia's ability to conduct attacks on civilians. Russia's military claimed it had shot down four Ukrainian missiles in the region, and the regional governor reported that the strikes had damaged apartment buildings in a nearby village. The human toll of the conflict remains visible in such exchanges—civilian infrastructure damaged, soldiers and civilians killed or displaced.

Problems are also emerging within Ukraine's own military structure. Investigators have opened a criminal probe into desertion and abuse of power after hundreds of soldiers fled from the 155th Mechanised Brigade, a unit that had been partly trained by France. The brigade, nicknamed "Anne of Kyiv," was supposed to field 4,500 soldiers, with France training roughly half and providing equipment. But the unit has been plagued by management failures and organizational chaos. The desertion suggests that even as Ukraine seeks to negotiate with Trump, it faces internal fractures in its ability to sustain the war effort.

Meanwhile, Europe is adjusting to a new energy reality. Russian gas transit through Ukraine stopped Wednesday after Kyiv refused to renew a decades-long supply agreement that had enriched both countries. Although Russian gas now accounts for less than 10 percent of the European Union's total gas imports—down from over 40 percent before the 2022 invasion—some eastern European nations remain heavily dependent on Russian energy. The EU said Thursday that gas supplies across the bloc remain stable, with member states drawing on winter storage and alternative suppliers. Poland, which has just taken over the EU's rotating presidency, emphasized that the situation is manageable. Still, the severing of the gas pipeline marks another rupture in the economic ties that once bound Russia and Europe together, and it underscores how thoroughly this war has reshaped the continent's geopolitical and energy landscape.

He's very strong and unpredictable, and I would really like to see President Trump's unpredictability apply to Russia. I believe he really wants to end the war.
— Volodymyr Zelenskyy, Ukrainian President
He is capable of stopping Putin or, to put it more fairly, help us stop Putin. He is able to do this.
— Volodymyr Zelenskyy, Ukrainian President
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